Five oxypropanol amine derivatives that four of them are novel have been synthesized with high yields and practical methods. in vitro antibacterial susceptibility of Acinetobacter baumannii, Pseudomonas aeruginosa, Escherichia coli and Staphylococcus aureus strains to synthesized substances were evaluated with agar well-diffusion method by comparison with commercially available drugs. Most of the bacteria were multidrug resistant. It was concluded that these compounds are much more effective than reference drugs. These eugenol bearing oxypropanolamine derivatives were also effective inhibitors against α-glycosidase, cytosolic carbonic anhydrase I and II isoforms (hCA I and II), and acetylcholinesterase (AChE) enzymes with K values in the range of 0.80 ± 0.24-3.52 ± 1.01 µM for hCA I, 1.08 ± 0.15-3.64 ± 0.92 µM for hCA II, 5.18 ± 0.84-12.46 ± 2.08 µM for α-glycosidase, and 11.33 ± 2.83-32.81 ± 9.73 µM for AChE, respectively.